Electrochemical behaviour of some alkyl substituted N-hydroxy-2,6-diarylpiperidin-4-one thiosemicarbazone and the antifungal studies of the products
DOI:
https://doi.org/10.24297/jac.v13i9.5748Keywords:
Piperidone thiosemicarbazone, Cyclic voltammetry 1H and 13C NMR, Anti Fungal activity.Abstract
A series of 3-ethyl-2,6-diarylpiperidin-4-one thiosemicarbazone and 3,5-dimethyl-2,6-diarylpiperidin-4-one thiosemicarbazone were synthesised. The thiosemicarbazones were subjected to cyclic voltammetric study using graphite electrode with variable scan rate at moderate acidic conditions maintained in the electrolytic solution. The reduction takes place by two electron transfer and the reaction is pH dependent. The reduced products were isolated and purified by column chromatography. The structure was proved by 1H and 13C NMR spectroscopy. The electrode process was found to be irreversible and diffusion controlled. Further the products were analysed for anti fungal activity in which nitro substituted compound showed high inhibition towards the fungi Asperillus nigerDownloads
Download data is not yet available.
References
1. Noller, C.R., Baliah, V. J Am Chem Soc. (1948). 70. 38-53.
2. Selvaraj, K., Nanjappan, P., Ramalingam, K., Ramarajan, K. J Chem Soc. (1983). II. 49.
3. Casas, J.S., Garcia-Tasende, M.S., Sordo, J. Coord. Chem. Rev. (2000). 209. 197.
4. Sharma, P., Kumar, A., Sharma, M. Indian J.Chem. (2006). 45A. 872.
5. Fotouhi, L., Farzinnegad, N., Heravi, M.M., Khaleghi, Sh. Bull. Korean Chem. Soc. (2003). Vol. 24. No. 12. pp.1751.
6. Jayalakshmi, M., Balasubramanian, K. Int J Electrochem Sci. (2008). 3. 1277–1287.
7. Kasuga, N.C., Sekino, K., Koumo, C., Shimado, N., Ishikawa, M., Nomiya, K. J. Inorg. Biochem. (2001). 84, 55.
8. Veeramalini, J.B., Narayanan, V., Baskar, G. JCPR. (2015). 7(9). 882-888.
9. Veeramalini, J.B., Narayanan, V., Baskar, G. JCPR. (2015). 7(11). 228-235.
10. Maheswari, R., Sharma, S., Bedi, M., Varshney, S., Varshney, A.K. Pol. J. Chem. (2008). 82. 1361.
11. Reddy, D., Baskar, Reddy., Somasekar, A., Padmavathy, V. J. Chem. Res. Synop. (1998). 12. 784-785.
12. Perez-Rebolledo, A., Piro, O.E., Castellano, E.E., Teixeria, L.R., Batista, A.A., Beraldo, H.J. Mol. Struct. (2006). 794. 18.
13. Palaniappa, M., Jayalakshmi, M., Prasad, P.M., Balasubramanian, K. Int J Electrochem Sci. (2008). 3. 452.
14. Palaniappa, M., Jayalakshmi, M., Narasimhan, B.R.V., Balasubramanian, K. Int J Electrochem Sci. (2008). 3. 656.
15. Kumar, B.G.K., Sankar, T.R., Ramana, P.V., Kumar, C.S. Bull. Electrochem. (2006). 22. 269.
16. Reddy, K.H., Reddy, P.V., Bapu, P.R. Transition. Met. Chem. (2000). 25. 154.
17. Shoesmith, D.W., Sunder, S., Bailey, M.G., Wallece, G.J., Stanchell, F.W. J Electroanal Chem. (1983). 143. 153.
18. Sharma, P., Kumar, A., Sharma, S. Indian J.Chem. (2004). 43B. 2431.
19. Sharma, P., Kumar, A., Sharma, M., Upadhyay, S. Indian J. Chem. (2004). 43B. 2653.
20. Eswarappa, B., Shreigara, B.S., Kumaraswamy, B.E. Bull. Electrochem. (2004). 20. 1.
21. Mascarenhas, R.J., Shivaraj, Y., Sherigara, B.S., Mahadevan, K.M., Kalluraya, B. Bull. Electrochem. (2005). 21. 461.
22. Arslan, H., Florke, U., Kulcu, N., Binzet, G. Spectrochim Acta. (2007). 68(A). 1347.
23. Binil, P.S., Anoop, M.R., Sheena, M.Y., Varghese, H.T., Panicker, C.Y., Suma, S., Sundarsanakumar, M.R. Int. J. Ind. Chem. (2011). 2. 1.
24. Rafey, S.A.M., Hassan, A.A., Shehata, H.S. Int. J. Electrochem. Sci. (2008). 3. 325-337.
25. Rekha, Sangtyani., Vinay, Kumar., Meena, R.C., Varshney, A.K., Varshney, S. Int. J. Chemtech research. (2012). 4(1). 180-184.
26. Hawar, N.S., Dalal, D.S., Shimpi, S.R., Mahulikar, P.P. Eur J Pharm Sci. (2004). 21. 115-118.
27. Badgujar, D.M., Talawar, M.B., Asthana, S.N., Mahulikar, P.P., J Sci Ind Res. (2007). 66. 250-251.
28. Reddy, B.B., Sreedhar, N.Y., Reddy, S.J., Indian J Chem. (1991). 30A. 119.
29. Baskar, G., Gopalakrishnan, M., Winfred, Jebaraj.J. Asian J Chem. (2008). 20(7). 5282-5288.
30. Baskar, G., Gopalakrishnan, M., Winfred, Jebaraj.J. Indian J Chem. (2009). 48B. 580-584.
31. Goyal, R.N., Ashwini, Minocha. J. Indian Chem. Soc. (1985). LXII. 202-205.
32. Sato, N., Shimizu, Y. Electrochim Acta. (1973). 18. 567.
33. Hepel, M., Tomkiewicz, M. J Electrochem Soc. (1986). 133. 1625.
34. Takehara, Z., Namata, Y., Yoshizawa, S. Electrochim Acta. (1968). 13. 1395.
35. Giles, R.D., Harrison, J.A., Thirsk, H.T. J Electroanal Chem Interfa Electrochem. (1969). 22. 375.
36. Tilak, B.V., Perkins, R.S., Kozlowska, H.A., Conway, B.E. Electrochim Acta. (1972). 17. 1447.
37. Hampson, N.A., MacDonald, K.J., Lee, J.B. J Electroanal Chem. (1973). 45. 149.
38. Wahid, U.Malik., Dua, P.N. Indian Journal of Chemistry. (1982). 21A. 1083-1086.
39. Perkins, R.S., Tilak, B.V., Conway, B.E., Kozlowska, H.A. Electrochim Acta. (1972). 17. 1471.
40. Zhang, X., Stewart, S., Shoesmith, D.W., Wren, J.C. J. Electrochem Soc. (2007). F70. 154.
41. Bhaskar, Reddy.B., Sreedhar, N.Y., Jayaraman, Reddy.S. Indian Journal of Chemistry. (1991). 30A. 119-124.
2. Selvaraj, K., Nanjappan, P., Ramalingam, K., Ramarajan, K. J Chem Soc. (1983). II. 49.
3. Casas, J.S., Garcia-Tasende, M.S., Sordo, J. Coord. Chem. Rev. (2000). 209. 197.
4. Sharma, P., Kumar, A., Sharma, M. Indian J.Chem. (2006). 45A. 872.
5. Fotouhi, L., Farzinnegad, N., Heravi, M.M., Khaleghi, Sh. Bull. Korean Chem. Soc. (2003). Vol. 24. No. 12. pp.1751.
6. Jayalakshmi, M., Balasubramanian, K. Int J Electrochem Sci. (2008). 3. 1277–1287.
7. Kasuga, N.C., Sekino, K., Koumo, C., Shimado, N., Ishikawa, M., Nomiya, K. J. Inorg. Biochem. (2001). 84, 55.
8. Veeramalini, J.B., Narayanan, V., Baskar, G. JCPR. (2015). 7(9). 882-888.
9. Veeramalini, J.B., Narayanan, V., Baskar, G. JCPR. (2015). 7(11). 228-235.
10. Maheswari, R., Sharma, S., Bedi, M., Varshney, S., Varshney, A.K. Pol. J. Chem. (2008). 82. 1361.
11. Reddy, D., Baskar, Reddy., Somasekar, A., Padmavathy, V. J. Chem. Res. Synop. (1998). 12. 784-785.
12. Perez-Rebolledo, A., Piro, O.E., Castellano, E.E., Teixeria, L.R., Batista, A.A., Beraldo, H.J. Mol. Struct. (2006). 794. 18.
13. Palaniappa, M., Jayalakshmi, M., Prasad, P.M., Balasubramanian, K. Int J Electrochem Sci. (2008). 3. 452.
14. Palaniappa, M., Jayalakshmi, M., Narasimhan, B.R.V., Balasubramanian, K. Int J Electrochem Sci. (2008). 3. 656.
15. Kumar, B.G.K., Sankar, T.R., Ramana, P.V., Kumar, C.S. Bull. Electrochem. (2006). 22. 269.
16. Reddy, K.H., Reddy, P.V., Bapu, P.R. Transition. Met. Chem. (2000). 25. 154.
17. Shoesmith, D.W., Sunder, S., Bailey, M.G., Wallece, G.J., Stanchell, F.W. J Electroanal Chem. (1983). 143. 153.
18. Sharma, P., Kumar, A., Sharma, S. Indian J.Chem. (2004). 43B. 2431.
19. Sharma, P., Kumar, A., Sharma, M., Upadhyay, S. Indian J. Chem. (2004). 43B. 2653.
20. Eswarappa, B., Shreigara, B.S., Kumaraswamy, B.E. Bull. Electrochem. (2004). 20. 1.
21. Mascarenhas, R.J., Shivaraj, Y., Sherigara, B.S., Mahadevan, K.M., Kalluraya, B. Bull. Electrochem. (2005). 21. 461.
22. Arslan, H., Florke, U., Kulcu, N., Binzet, G. Spectrochim Acta. (2007). 68(A). 1347.
23. Binil, P.S., Anoop, M.R., Sheena, M.Y., Varghese, H.T., Panicker, C.Y., Suma, S., Sundarsanakumar, M.R. Int. J. Ind. Chem. (2011). 2. 1.
24. Rafey, S.A.M., Hassan, A.A., Shehata, H.S. Int. J. Electrochem. Sci. (2008). 3. 325-337.
25. Rekha, Sangtyani., Vinay, Kumar., Meena, R.C., Varshney, A.K., Varshney, S. Int. J. Chemtech research. (2012). 4(1). 180-184.
26. Hawar, N.S., Dalal, D.S., Shimpi, S.R., Mahulikar, P.P. Eur J Pharm Sci. (2004). 21. 115-118.
27. Badgujar, D.M., Talawar, M.B., Asthana, S.N., Mahulikar, P.P., J Sci Ind Res. (2007). 66. 250-251.
28. Reddy, B.B., Sreedhar, N.Y., Reddy, S.J., Indian J Chem. (1991). 30A. 119.
29. Baskar, G., Gopalakrishnan, M., Winfred, Jebaraj.J. Asian J Chem. (2008). 20(7). 5282-5288.
30. Baskar, G., Gopalakrishnan, M., Winfred, Jebaraj.J. Indian J Chem. (2009). 48B. 580-584.
31. Goyal, R.N., Ashwini, Minocha. J. Indian Chem. Soc. (1985). LXII. 202-205.
32. Sato, N., Shimizu, Y. Electrochim Acta. (1973). 18. 567.
33. Hepel, M., Tomkiewicz, M. J Electrochem Soc. (1986). 133. 1625.
34. Takehara, Z., Namata, Y., Yoshizawa, S. Electrochim Acta. (1968). 13. 1395.
35. Giles, R.D., Harrison, J.A., Thirsk, H.T. J Electroanal Chem Interfa Electrochem. (1969). 22. 375.
36. Tilak, B.V., Perkins, R.S., Kozlowska, H.A., Conway, B.E. Electrochim Acta. (1972). 17. 1447.
37. Hampson, N.A., MacDonald, K.J., Lee, J.B. J Electroanal Chem. (1973). 45. 149.
38. Wahid, U.Malik., Dua, P.N. Indian Journal of Chemistry. (1982). 21A. 1083-1086.
39. Perkins, R.S., Tilak, B.V., Conway, B.E., Kozlowska, H.A. Electrochim Acta. (1972). 17. 1471.
40. Zhang, X., Stewart, S., Shoesmith, D.W., Wren, J.C. J. Electrochem Soc. (2007). F70. 154.
41. Bhaskar, Reddy.B., Sreedhar, N.Y., Jayaraman, Reddy.S. Indian Journal of Chemistry. (1991). 30A. 119-124.
Additional Files
Published
2017-02-22
How to Cite
Veeramalini, J. B., Baskar, G., & Sheeja, N. (2017). Electrochemical behaviour of some alkyl substituted N-hydroxy-2,6-diarylpiperidin-4-one thiosemicarbazone and the antifungal studies of the products. JOURNAL OF ADVANCES IN CHEMISTRY, 13(9), 6445–6455. https://doi.org/10.24297/jac.v13i9.5748
Issue
Section
Articles
License
All articles published in Journal of Advances in Linguistics are licensed under a Creative Commons Attribution 4.0 International License.